4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

Base Information

Chemical Name:4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate
CAS No.:1334227-92-7
Molecular Formula:C₁₆H₁₇N₃O₅S
Molecular Weight:363.394
Hs Code.:

Synonyms:4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

Chemical Property:

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Technology Process of 4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

There total 6 articles about 4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

: toluene-4-sulfonic acid 4-[(2R,3S)-3-hydroxymethyloxyranyl]phenyl ester

: 1334227-92-7
4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: With sodium azide; ammonium chloride; In tetrahydrofuran; water; at 50 ℃; for 12h;
DOI:10.1016/j.tetlet.2011.07.035

Reference yield:

: C₁₈H₁₈O₅S

: 1334227-92-7
4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / dichloromethane / 1.5 h / 0 - 20 °C

2: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 3 h / -25 °C / Molecular sieve

3: sodium azide; ammonium chloride / tetrahydrofuran; water / 12 h / 50 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; diisobutylaluminium hydride; ammonium chloride; In tetrahydrofuran; dichloromethane; water; 2: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2011.07.035

Reference yield:

: C₁₆H₁₆O₄S

: 1334227-92-7
4-((1R,2R)-1-azido-2,3-dihydroxypropyl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 3 h / -25 °C / Molecular sieve

2: sodium azide; ammonium chloride / tetrahydrofuran; water / 12 h / 50 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; ammonium chloride; In tetrahydrofuran; dichloromethane; water; 1: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2011.07.035